Planta Med 2004; 70(6): 581-584
DOI: 10.1055/s-2004-827165
Letter
© Georg Thieme Verlag KG Stuttgart · New York

A Novel Cytotoxic Oxetane ent-Kauranoid from Isodon japonicus

Quanbin Han1 , Jixia Zhang2 , Yang Lu3 , Yunshan Wu3 , Qitai Zheng3 , Handong Sun1
  • 1State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
  • 2Department of Chemistry, Xinxiang Medical College, Xinxiang, P. R. China
  • 3Institute of Materia Medica, The Chinese Academy of Medical Sciences, Beijing, P. R. China
Further Information

Publication History

Received: January 5, 2004

Accepted: April 1, 2004

Publication Date:
01 July 2004 (online)

Abstract

A novel 11,20 : 1,20-diepoxy-ent-kaurane diterpenoid, maoyecrystal I (1), was isolated from Isodon japonicus, and its structure was elucidated by spectroscopic methods and comparison with another new ent-kauranoid, rubescensin W (2) from Isodon rubescens var. taihangensis. The structure of 2 was determined by single crystal X-ray diffraction analysis. A bioassay of their cytotoxity against K562 cells showed that the oxetane group of 1 might be a bioactive moiety.

References

  • 1 Sun H D, Xu Y L, Jiang B. Diterpenoids from Isodon species. 1st Edition Beijing; Sciences Press 2001: pp 95-106
  • 2 Node M. Research and development of new anticancer agent from Isodon japonica and I. trichocarpa .  Suzuken Memorial Foundation. 1984;  3 112-8
  • 3 Zhang J X, Han Q B, Zhao Q S, Li S H, Sun H D. Two new ent-kauranoids from Isodon japonica .  Chinese Chemical Letters. 2002;  13 1075-8
  • 4 Zhang J X, Han Q B, Zhao A H, Sun H D. Diterpenoids from Isodon japonica .  Fitoterapia. 2003;  74 435-8
  • 5 Han Q B, Zhang J X, Shen Y H, Sun H D. Diterpenoids from Isodon japonicus .  Chinese Journal of Natural Medicines. 2003;  1 13-7
  • 6 Abbaskhan A, Choudhary M I, Tsuda Y, Parvez M, Rahman A, Shaheen F, Parween Z, Tareen R B, Aaidi M A. A new diepoxy-ent-kauranoid, rugosinin, from Isodon rugosus .  Planta Medica. 2003;  69 94-6
  • 7 Niu X M, Li S H, Li M L, Zhao Q S, Mei S X, Lin Z W, Sun H D. Cytotoxic ent-kaurane diterpenoids from Isodon eriocalyx var. laxiflora .  Planta Medica. 2002;  68 528-33
  • 8 Proemmel S, Wartchow R, Hoffmann H. M. R. Synthesis and studies of marine natural products: the dictyoxetane core from 8-oxabicyclo[3.2.1]oct-6-en-3-ones.  Tetrahedron. 2002;  58 6199-206
  • 9 Suffness M. Overview of paclitaxel research: progress on many fronts. In: Georg GI, Chen TT, Ojima I, Vyas DM (editors) Taxane Anticancer Agents, A.C.S. Symposium Series 583. American Chemical Society Washington DC; 1995: pp 1-17

Prof. Dr. Han-Dong Sun

State Key Laboratory of Phytochemistry and Plant Resources in West China

Kunming Institute of Botany

Chinese Academy of Sciences

Heilongtan

Kunming 650204

People’s Republic of China

Fax: +86-871-5216-343

Email: hdsun@mail.kib.ac.cn

    >